Cottage vacation rentals in Midland
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Top-rated cottage rentals in Midland
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Midland cottage rentals
Cottage rentals with a hot tub
Cottage in Bracebridge
4.91 out of 5 average rating, 213 reviewsThe Hudson - Riverside Cabin, Bracebridge
Oct 25 – Nov 1
Cottage in Innisfil
4.91 out of 5 average rating, 128 reviewsStunning Lakefront Cottage Hot Tub & Sauna
Nov 11 – 18
Cottage in Waubaushene
4.84 out of 5 average rating, 121 reviewsWaterfront Paradise on the Georgian Bay
Oct 24 – 31
Cottage in Gravenhurst
4.92 out of 5 average rating, 106 reviewsHOT TUB!The Good Times on Morrison Lake
Sep 12 – 19
Cottage in Tiny
4.86 out of 5 average rating, 219 reviewsGeorgian Bay Cottage -100 acres & Private Beach
Nov 29 – Dec 6
Cottage in Waubaushene
4.85 out of 5 average rating, 132 reviewsGeorgian Bay-Trail/Run/Bike/Hike/HotTub/Sauna/Swim
Jul 17 – 24
Cottage in Port Severn
4.94 out of 5 average rating, 127 reviewsMuskoka Cottage on Gibson Lake - 5 BR/3 BATHS
Dec 9 – 16
Cottage in Bracebridge
4.93 out of 5 average rating, 199 reviews*HOT TUB/SAUNA* Private Cottage in Muskoka Forest
Sep 27 – Oct 4
Pet-friendly cottage rentals
Cottage in Port Severn
4.97 out of 5 average rating, 111 reviewsParadise Getaway
May 19 – 26
Cottage in Bala
4.96 out of 5 average rating, 160 reviewsLakefront Cottage with Sauna and Steam Room
Oct 11 – 18
Cottage in Port Carling
4.96 out of 5 average rating, 115 reviewsCider Haus on Brandy Lake
Mar 12 – 19
Cottage in Innisfil
4.83 out of 5 average rating, 241 reviewsCozy cottage nestled in the forest, near the beach
May 7 – 14
Cottage in Lafontaine
4.8 out of 5 average rating, 196 reviewsBeach house (with pool open May-Oct)
Apr 11 – 18
Cottage in Bala
4.86 out of 5 average rating, 107 reviewsMuskoka Waterfront Cottage - Moon River *HOT TUB*
Feb 7 – 14
Cottage in Gravenhurst
4.83 out of 5 average rating, 115 reviewsWinter Escape Waterfront Cottage Hottub&Sauna!
Sep 27 – Oct 4
Cottage in Tiny
4.97 out of 5 average rating, 72 reviewsUltimate Georgian Bay Vacation Getaway
Nov 22 – 29
Private cottage rentals
Cottage in Bracebridge
4.9 out of 5 average rating, 438 reviewsCottage on the Muskoka River
Mar 14 – 21
Cottage in Penetanguishene
4.95 out of 5 average rating, 22 reviewsGeorgian Bay Escape
Feb 27 – Mar 6
Cottage in Penetanguishene
4.89 out of 5 average rating, 18 reviewsCottage Retreat: HotTub, PingPong, Pool, Fireplace
Oct 3 – 10
Cottage in Tay
4.85 out of 5 average rating, 46 reviewsVictoria Harbour Cottages Queen Bed Chalet
Oct 12 – 19
Cottage in Port McNicoll
4.94 out of 5 average rating, 18 reviewsSteps to beach - 1.5 hr from Toronto - great Wi-Fi
Jan 13 – 20
Cottage in Tiny
4.98 out of 5 average rating, 41 reviewsEdmore Cottage at Tiny Beaches
Sep 14 – 21
Cottage in Victoria Harbour
5.0 out of 5 average rating, 19 reviewsHarbourside Hangout - a place to chill or explore
Jul 24 – 31
Cottage in Tiny
5.0 out of 5 average rating, 24 reviewsThe Hideaway Balm Beach Cottage
Sep 19 – 26
Quick stats about cottage rentals in Midland
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
$50 before taxes and fees
Destinations to explore
- Brampton Vacation rentals
- Muskoka Lakes Vacation rentals
- Kitchener Vacation rentals
- Waterloo Vacation rentals
- Oakville Vacation rentals
- Barrie Vacation rentals
- Tobermory Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Guelph Vacation rentals
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- Monthly Rentals Midland
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